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Help with SAN certificate names

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I am planning an upgrade from Exchange 2003 to Exchange 2010. I’m presently using Windows Certificate Services and I have a self-signed cert, which I’d like to do away with in favor of a third party SAN certificate. 

 

I will be using a single Exchange 2010 server, with CAS, Mailbox and Hub Transport roles. Also, I am using a Forefront TMG 2010 firewall, which will need the new certificate installed for communication between it and Exchange.

 

Externally, I have three mail domains, which I use for POP3 and OWA (and would also like to use for Outlook Anywhere). I assume these three get included in the SAN list. 

 

Mail.CompanyA.com

Mail.CompanyB.com

Mail.CompanyC.com

 

I also assume autodiscovers for each of these should be included too:

Autodiscover.CompanyA.com

Autodiscover.CompanyB.com

Autodiscover.CompanyC.com

 

Old mail server:

Legacy.company.com (presently I’m only using one URL for all three companies)

 

My confusion comes with regard to the internal name of the mail server. It’s FQDN in Active Directory is a different domain from the above:

Server1.Parencompany.com

 

What do I need in the SAN list for this?

 

Lastly, do I need to include anything in the SAN list for the TMG Firewall?

TMG1.Parentcompany.com

 

At the end of the day, I want internal clients in AD domain as well as external clients (either via POP3 or MAPI/RPC) to connect securely without certificate errors, using Outlook and OWA.

 

Thanks!

 


MCITP Enterprise Admin/Server Admin, MCSE NT, 2000, 2003

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